Abstract
Purunusides A-C (1–3), new homoisoflavone glucosides together with the known compounds β-sitosterol (4) and 6,7-methylenedioxy-8-methoxycoumarin (5) have been isolated from n-butanol and ethyl acetate soluble fractions of Prunus domestica. Their structures were assigned on the basis of spectral studies. The compounds 1–3 showed potent inhibitory activity against the enzyme α-glucosidase.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Ahmed, E., Imran, M., Malik, A., and Ashraf, M., Antioxidant activity with flavonoidal constituents from Aerva persica. Arch. Pharm. Res., 29, 343–347 (2006).
Ali, M. S., Jahangir, M., Hassan, S. S., and Choudhary, M. I., Inhibition of alpha-glucosidase by oleanolic acid and its synthetic derivatives. Phytochemistry, 60, 295–299 (2002).
Baquar, S. R., Medicinal and Poisonous Plants of Pakistan. Printas Press Karachi, Pakistan, pp. 364, (1989).
Cavender, A., Folk medical uses of plant foods in southern Appalachia, United States. J. Ethnopharmacol., 108, 74–78 (2006).
Chopra, R. N., Nayar, S. C., and Chopra, I. C., Glossary of Indian Medicinal Plants. CSIR, India publication, India, pp. 205, (1956).
Deineka, V. I., Deineka, L. A., and Sirotin, A. A., Anthocyans from fruit of certain plants of the genus Prunus. Chem. Nat. Compd., 41, 230–231 (2005).
Fischer, P. B., Collin, M., Karlsson, G. B., James, W., Butters, T. D., Davis, S. J., Gordon, S., Dwek, R. A., and Platt, F. M., The alpha-glucosidase inhibitor N-butyldeoxynojirimycin inhibits human immunodeficiency virus entry at the level of post-CD4 binding. J. Virol., 69, 5791–5797 (1995).
Fujii, T., Ikami, T., Xu, J. W., and Ikeda, K., Prune extract (Prunus domestica L.) suppresses the proliferation and induces the apoptosis of human colon carcinoma caco-2. J. Nutr. Sci. Vitaminol., 52, 389–391 (2006).
Kayano, S., Kikuzaki, H., Ikami, T., Suzuki, T., Mitani, T., and Nakatani, N., A new bipyrrole and some phenolic constituents in Prunes (Prunus domestica Linn) and their oxygen radical absorbance capacity. Biosci. Biotechnol. Biochem., 68, 942–944 (2004).
Kurihara, H., Ando, J., Hatano, M., and Kawabata, J., Sulfoquinovosyldiacylglycerol as an α-glucosidase inhibitor. Bioorg. Med. Chem. Lett., 5, 1241–1244 (1995).
Liu, J., Mei, W. L., Wu, J., Zhao, Y. X., Peng, M. and Dai, H. F., A new cytotoxic homoisoflavonoid from Dracaena cambodiana. J. Asian Nat. Prod. Res., 11, 192–195 (2009).
Matsui, T., Yoshimoto, C., Osajima, K., Oki, T., and Osajima, Y., In vitro survey of α-glucosidase inhibitory food components. Biosci. Biotechnol. Biochem., 60, 2019–2022 (1996).
Matsuura, H., Asakawa, C., Kurimoto, M., and Mizutani, J., α-glucosidase inhibitors from the seeds of Balsam pear (Momordica charantia) and the fruit bodies of Grifola frondosa. Biosci. Biotechnol. Biochem., 66, 1576–1578 (2002).
Mehta, A., Zitzman, N., Rudd, P. M., Block, T. M., and Dwek, R. A., α-glucosidase inhibitors as potential broad based anti-viral agents. FEBS Lett., 430, 17–22 (1998).
Meyer, B. N., Ferrigni, N. R., Putnam, J. E., Jacobsen, L. B., Nichols, D. E., and McLaughlin, J. L., Brine shrimp: A convenient general bioassay for active plant constituents. Planta Med., 45, 31–34 (1982).
Nagarajan, G. R. and Parmar, V. S., Chemical examination of the heartwood of Prunus domestica. Planta Med., 31, 146–150 (1977).
Nagarajan, G. R. and Seshadri, T. R., Flavonoid components of the heartwood of Prunus domestica Linn. Phytochemistry, 3, 477–484 (1964).
Nakatani, N., Kayano, S., Kikuzaki, H., Sumino, K., Katagiri, K., and Mitani, T., Identification, quantitative determination and antioxidative activities of chlorogenic acid isomers in Prune (Prunus domestica Linn.). J. Agric. Food Chem., 48, 5512–5516 (2000).
Parajapati, N. D., Purohit, S. S., Sharma, A. K., and Kumar, T., Hand Book of Medicinal Plants, 1, pp. 425, (2003).
Rubinstein, I., Goad, L. J., Clague, A. D. H., and Mulheirn, J. L., The 220 MHz NMR spectra of phytosterols. Phytochemistry, 15, 195–200 (1976).
Sarker, S. D., Gray, A. I., Waterman, P. G., and Armstrong, J. A., Coumarins from Asterolasia trymalioides. J. Nat. Prod., 57, 1549–1551 (1994).
Schinoda, J., Surfactants and interfacial phenomena. J. Pharm. Soc. Jpn., 48, 214 (1928).
Stacewicz-Sapuntzakis, M., Bowen, P. E., Hussain, E. A., Damayanti-Wood, B. I., and Farnsworth, N. R., Chemical composition and potential health effects of prunes: A functional food. Crit. Rev. Food Sci. Nutr., 41, 251–286 (2001).
Zaidi, S. F. H., Yamada, K., Kadowaki, M., Usmanghani, K., and Sugiyama, T., Bactericidal activity of medicinal plants, employed for the treatment of gastrointestinal ailments, against helicobacter pylori. J. Ethnopharmacol., 2, 286–291 (2009).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kosar, S., Fatima, I., Mahmood, A. et al. Purunusides A-C, α-glucosidase inhibitory homoisoflavone glucosides from Prunus domestica . Arch. Pharm. Res. 32, 1705–1710 (2009). https://doi.org/10.1007/s12272-009-2207-9
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12272-009-2207-9